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    1. Local experiences/
    2. All experiences/
    3. Longboat Key FL

    Best 188 things to do in Longboat Key, FL

    Showing 25-48 of 188 results
    Cruise Bradenton Beach on a Private Sunset Charter
    Boat RentalsUp to 12

    Cruise Bradenton Beach on a Private Sunset Charter

    Private double-decker party boat in Bradenton Beach with slide and BYOB cruising

    Private double-decker party boat in Bradenton Beach with slide and BYOB cruising
    5.0 • 1.2K reviews
    $532& up
    Cruise Anna Maria Island Sunset Party Boat Charter
    Sunrise and Sunset Tours

    Cruise Anna Maria Island Sunset Party Boat Charter

    Private Anna Maria Island sunset cruise for up to 12 guests

    Private Anna Maria Island sunset cruise for up to 12 guests
    5.0 • 1.2K reviews
    $442
    Stand Up Paddle Board Rental in Bradenton FL
    Stand Up Paddle Boarding

    Stand Up Paddle Board Rental in Bradenton FL

    Enjoy a self-guided paddle adventure with a versatile inflatable board.

    Enjoy a self-guided paddle adventure with a versatile inflatable board.
    4.9 • 134 reviews
    $35/ hour
    Captained Tritoon Cruise in Anna Maria Island
    Boat Tours

    Captained Tritoon Cruise in Anna Maria Island

    Cruise Anna Maria Island by captained tritoon with room for up to 6

    Cruise Anna Maria Island by captained tritoon with room for up to 6
    5.0 • 123 reviews
    $399& up
    Private Beach Cat Boat Tour
    Boat Tours

    Private Beach Cat Boat Tour

    Customize your route with snorkeling, sightseeing, and island stops on a private boat

    Customize your route with snorkeling, sightseeing, and island stops on a private boat
    5.0 • 349 reviews
    $924& up
    Private 3- to 6-Hour Anna Maria & Longboat Key Boat Tour
    Boat Tours

    Private 3- to 6-Hour Anna Maria & Longboat Key Boat Tour

    Customize a private Anna Maria & Long Boat Key boat tour for up to 6 people

    Customize a private Anna Maria & Long Boat Key boat tour for up to 6 people
    5.0 • 349 reviews
    $612& up
    Enjoy a 3-Hour Beach Picnic Setup
    Outdoor Picnics

    Enjoy a 3-Hour Beach Picnic Setup

    Customize a 3-hour beach picnic with setup and cleanup included

    Customize a 3-hour beach picnic with setup and cleanup included
    5.0 • 163 reviews
    $509& up
    Rent a Beach Cabana Setup in Anna Maria
    Equipment Rental

    Rent a Beach Cabana Setup in Anna Maria

    Reserve a beach suite setup for six, ready from 10am–4pm

    Reserve a beach suite setup for six, ready from 10am–4pm
    5.0 • 163 reviews
    $622
    Enjoy a 3-Hour Sunset Beach Picnic
    Outdoor Picnics

    Enjoy a 3-Hour Sunset Beach Picnic

    Set up a 3-hour sunset beach picnic for two

    Set up a 3-hour sunset beach picnic for two
    5.0 • 163 reviews
    $396
    2.5-Hour Sandbar Cruise in Holmes Beach
    Boat Tours

    2.5-Hour Sandbar Cruise in Holmes Beach

    Cruise to a local sandbar and swim or snorkel

    Cruise to a local sandbar and swim or snorkel
    4.9 • 1.8K reviews
    $79/ person
    2-Hour Dolphin & Wildlife Cruise in Holmes Beach
    Dolphin Watching

    2-Hour Dolphin & Wildlife Cruise in Holmes Beach

    Cruise the Gulf and back bay to look for dolphins and seasonal manatees

    Cruise the Gulf and back bay to look for dolphins and seasonal manatees
    4.9 • 1.8K reviews
    $63/ person
    Anna Maria Island 2-Hour Sunset Cruise
    Sunrise and Sunset Tours

    Anna Maria Island 2-Hour Sunset Cruise

    Cruise into the evening and watch the sunset from the water

    Cruise into the evening and watch the sunset from the water
    4.9 • 1.8K reviews
    $66/ person
    Sarasota Dolphin & Wildlife Boat Tour
    Boat Tours

    Sarasota Dolphin & Wildlife Boat Tour

    Experience marine life up close on a comfortable pontoon cruise for all ages.

    Experience marine life up close on a comfortable pontoon cruise for all ages.
    4.9 • 345 reviews
    $41/ person
    Sunset Cruise In Sarasota Bay
    Sunrise and Sunset Tours

    Sunset Cruise In Sarasota Bay

    Cruise Sarasota Bay to Big Pass for Gulf sunset views

    Cruise Sarasota Bay to Big Pass for Gulf sunset views
    4.9 • 345 reviews
    $42/ person
    Sail Sarasota Bay on a Private Catamaran Charter
    Yacht Charters

    Sail Sarasota Bay on a Private Catamaran Charter

    Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay

    Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay
    5.0 • 488 reviews
    $3,584
    Private Catamaran Sail with Captain & Crew
    Private Boat Charters2 to 3

    Private Catamaran Sail with Captain & Crew

    Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.

    Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.
    5.0 • 488 reviews
    $2,511
    Cruise Sarasota Bay on a 6-Hour Private Yacht Charter
    Yacht Charters

    Cruise Sarasota Bay on a 6-Hour Private Yacht Charter

    Charter a 38-foot Sea Ray for 6 hours of Sarasota Bay cruising

    Charter a 38-foot Sea Ray for 6 hours of Sarasota Bay cruising
    5.0 • 488 reviews
    $2,451
    Cruise Sarasota Bay on a 4-Hour Private Yacht Charter
    Yacht Charters

    Cruise Sarasota Bay on a 4-Hour Private Yacht Charter

    Charter a 38-foot Sea Ray for a 4-hour Sarasota Bay cruise

    Charter a 38-foot Sea Ray for a 4-hour Sarasota Bay cruise
    5.0 • 488 reviews
    $1,759
    Cruise Sarasota Bay on a Private Sunset Charter
    Yacht Charters

    Cruise Sarasota Bay on a Private Sunset Charter

    Book a 3- or 4-hour private sunset cruise on a 38-foot Sea Ray

    Book a 3- or 4-hour private sunset cruise on a 38-foot Sea Ray
    5.0 • 488 reviews
    $1,759
    Cruise at Sunset on a 3- or 4-Hour Private Charter
    Yacht Charters

    Cruise at Sunset on a 3- or 4-Hour Private Charter

    Private sunset cruise on Kai Fin with premium seating and water toys

    Private sunset cruise on Kai Fin with premium seating and water toys
    5.0 • 488 reviews
    $1,559
    Offshore Fishing Charter on Kai Fin
    Fishing Charters

    Offshore Fishing Charter on Kai Fin

    Fish offshore with a USCG-licensed captain, mate, bait, and standard fuel included

    Fish offshore with a USCG-licensed captain, mate, bait, and standard fuel included
    5.0 • 488 reviews
    $4,209
    Cruise Sarasota Bay on a 3-Hour Sunset Charter
    Yacht Charters

    Cruise Sarasota Bay on a 3-Hour Sunset Charter

    Charter the 50' Memory Maker for 3 hours with four lounge areas

    Charter the 50' Memory Maker for 3 hours with four lounge areas
    5.0 • 488 reviews
    $3,263
    Private Chef Dinner in Your Sarasota Rental

    Private Chef Dinner in Your Sarasota Rental

    A custom chef‑curated feast celebrating bold local flavors and dietary wellness—served right in your home or rental

    A custom chef‑curated feast celebrating bold local flavors and dietary wellness—served right in your home or rental
    5.0 • 105 reviews
    $150/ guest
    Pedal Kayak Eco Tour in Sarasota Bay
    Kayaking Tours

    Pedal Kayak Eco Tour in Sarasota Bay

    Pedal kayak Sarasota Bay to seagrass beds and mangrove tunnels

    Pedal kayak Sarasota Bay to seagrass beds and mangrove tunnels
    4.7 • 1.7K reviews
    $78/ kayak
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